Skip to content

Holiday rentals in Kailua

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Kailua

Guests agree: these stays are highly rated for location, cleanliness, and more.

Holiday Palms-2 blks fr Kailua Bch/walk to town
SUPERHOST
Entire guest house · 4 guests · 2 beds · 1 bathroom
Holiday Palms-2 blks fr Kailua Bch/walk to townSecluded on the side of our Kailua home Holiday Palms is a very private and quiet cottage. It is a one-bedroom unit, steps from beautiful Kailua Beach. Tucked away amid tropical palm trees, with your own shady patio. There are ceiling fans, split air con, and free wireless internet. To comply with new vacation rental rules, we only rent to one party in any 30-day period. You are not required to stay or pay for 30 days. Please contact us if you have any questions and or dates.
Kolea Landing Modern Beach House w/ Double Master
SUPERHOST
Entire guest suite · 4 guests · 3 beds · 2 bathrooms
Kolea Landing Modern Beach House w/ Double MasterAloha and Welcome to Kolea Landing A short walk (less than 400 steps to be exact) and you will be relaxing at Lanikai Beach! Our 1,600 sf guest suite is the perfect blend of island and modern living. Complete with two master bedrooms each with an en suite bathroom, a full size kitchen, dining room, living room, laundry room, and outdoor lanai. Our property also includes 2 off street parking, which is coveted if you have ever been to Lanikai. Prime location and tons of amenities!
Kailua Beach Park - 1 BR Cottage
Entire residential home · 4 guests · 2 beds · 1 bathroom
Kailua Beach Park - 1 BR CottageKailua Beach was once again been rated as the best beach in the USA for 2019, by Dr. Beach." The cottage is directly across the street from Kailua Beach Park and less than a 2-minute walk to step into the ocean. It is a fully legal vacation rental, license number 1990/NUC-1758. The property is tucked away one house back from the road into Lanikai, and described by guests as "a little oasis of quiet and calm."

Holiday rentals for every style

Get the amount of space that is right for you.

  • Homes
  • Hotels
  • Unique stays

Popular amenities for Kailua holiday rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in Kailua

  1. Entire guest suite
  2. Kailua
Absolutely Oceanfront Views-60' Waterfall Lap Pool
$427 SGD per night
SUPERHOST
  1. Entire guest suite
  2. Kailua
Kailua guest Suite ($4200 Monthly)
$255 SGD per night
SUPERHOST
  1. Private room
  2. Kailua
Pillows in Paradise, Private studios
$229 SGD per night
SUPERHOST
  1. Entire guest suite
  2. Kailua
Salty, Sandy Kailua Sea Shores, & So Much More
$202 SGD per night
  1. Entire residential home
  2. Kailua
Kailua Beach Park - 2 BR Cottage
$377 SGD per night
  1. Entire guest suite
  2. Kailua
Large Studio - Ocean/Mtn Views-60' Waterfall Pool
$394 SGD per night
  1. Entire guest house
  2. Kailua
Sunrise Surf Shack
$249 SGD per night
  1. Entire guest house
  2. Kaneohe
Hale Kai-relax in paradise, near shopping and H2O
$146 SGD per night
SUPERHOST
  1. Entire residential home
  2. Kailua
Tropical Oasis in Kailua-30 day minimum
$571 SGD per night
SUPERHOST
  1. Entire guest house
  2. Kailua
Mala Pua Hale Garden Apartment
$195 SGD per night
  1. Entire residential home
  2. Kailua
For a New Beautiful Kailua Home, Near the Beach
$370 SGD per night
SUPERHOST
  1. Private room
  2. Kailua
Tropical Oasis in Paradise -- The Hibiscus
$235 SGD per night